CN105209424B - 氟化的cbd化合物、组合物和其用途 - Google Patents

氟化的cbd化合物、组合物和其用途 Download PDF

Info

Publication number
CN105209424B
CN105209424B CN201480012168.2A CN201480012168A CN105209424B CN 105209424 B CN105209424 B CN 105209424B CN 201480012168 A CN201480012168 A CN 201480012168A CN 105209424 B CN105209424 B CN 105209424B
Authority
CN
China
Prior art keywords
disease
branched
condition
compound according
medicament
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201480012168.2A
Other languages
English (en)
Chinese (zh)
Other versions
CN105209424A (zh
Inventor
R·梅克霍拉姆
安东尼奥·沃尔多·佐尔迪
弗拉维奥·佩雷拉·卡普辛斯基
杰米·爱德华多·塞西利奥·哈拉克
弗朗西斯科·西尔韦拉·吉马良斯
约瑟·亚历山大·德·索萨·克里帕
阿维娃·布鲁尔
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Federal University Of South Great River State
Universidade de Sao Paulo USP
Yissum Research Development Co of Hebrew University of Jerusalem
Original Assignee
Federal University Of South Great River State
Universidade de Sao Paulo USP
Yissum Research Development Co of Hebrew University of Jerusalem
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Federal University Of South Great River State, Universidade de Sao Paulo USP, Yissum Research Development Co of Hebrew University of Jerusalem filed Critical Federal University Of South Great River State
Publication of CN105209424A publication Critical patent/CN105209424A/zh
Application granted granted Critical
Publication of CN105209424B publication Critical patent/CN105209424B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05—Phenols
    • A61K31/055—Phenols the aromatic ring being substituted by halogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/36—Opioid-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/12—Ophthalmic agents for cataracts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/04—Antihaemorrhagics; Procoagulants; Haemostatic agents; Antifibrinolytic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/24—Halogenated derivatives
    • C07C39/373—Halogenated derivatives with all hydroxy groups on non-condensed rings and with unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/24—Halogenated derivatives
    • C07C39/42—Halogenated derivatives containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/16—Acetic acid esters of dihydroxylic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/62—Halogen-containing esters
    • C07C69/63—Halogen-containing esters of saturated acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Diabetes (AREA)
  • Psychiatry (AREA)
  • Ophthalmology & Optometry (AREA)
  • Hematology (AREA)
  • Addiction (AREA)
  • Pain & Pain Management (AREA)
  • Epidemiology (AREA)
  • Rheumatology (AREA)
  • Urology & Nephrology (AREA)
  • Cardiology (AREA)
  • Obesity (AREA)
  • Hospice & Palliative Care (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Immunology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Psychology (AREA)
  • Emergency Medicine (AREA)
  • Toxicology (AREA)
  • Endocrinology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Vascular Medicine (AREA)
CN201480012168.2A 2013-01-08 2014-01-08 氟化的cbd化合物、组合物和其用途 Active CN105209424B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361750043P 2013-01-08 2013-01-08
US61/750,043 2013-01-08
PCT/IL2014/050023 WO2014108899A1 (en) 2013-01-08 2014-01-08 Fluorinated cbd compounds, compositions and uses thereof

Publications (2)

Publication Number Publication Date
CN105209424A CN105209424A (zh) 2015-12-30
CN105209424B true CN105209424B (zh) 2019-12-13

Family

ID=50272668

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201480012168.2A Active CN105209424B (zh) 2013-01-08 2014-01-08 氟化的cbd化合物、组合物和其用途

Country Status (10)

Country Link
US (3) US9447019B2 (ja)
EP (1) EP2943463B1 (ja)
JP (3) JP6228230B2 (ja)
CN (1) CN105209424B (ja)
AU (2) AU2014206036B2 (ja)
CA (1) CA2935899C (ja)
ES (1) ES2894836T3 (ja)
HK (1) HK1214586A1 (ja)
MX (1) MX2015008766A (ja)
WO (1) WO2014108899A1 (ja)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014108899A1 (en) * 2013-01-08 2014-07-17 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Fluorinated cbd compounds, compositions and uses thereof
GB2539472A (en) 2015-06-17 2016-12-21 Gw Res Ltd Use of cannabinoids in the treatment of epilepsy
AU2016293387A1 (en) * 2015-07-16 2018-01-25 Universidade De São Paulo - Usp Flourinated CBD compounds, compositions and uses thereof
WO2021173130A1 (en) 2020-02-26 2021-09-02 Vitality Biopharma, Inc. Novel cannabinoid glycosides and uses thereof
AU2016326518B2 (en) 2015-09-22 2022-03-24 Graphium Biosciences, Inc. Cannabinoid glycoside prodrugs and methods of synthesis
RU2701565C1 (ru) * 2015-10-16 2019-09-30 Импакт Биосайенсес Корп. Способы и композиции для лечения черепно-мозговой травмы
US10239808B1 (en) 2016-12-07 2019-03-26 Canopy Holdings, LLC Cannabis extracts
CA3063186A1 (en) 2017-05-09 2018-11-15 Vitality Biopharma, Inc. Antimicrobial compositions comprising cannabinoids and methods of using the same
EP3630145A4 (en) 2017-05-31 2021-04-07 Phytecs, Inc. PHARMACEUTICAL COMPOSITIONS OF CANNABIDIOL AND BETA-CARYOPHYLLENE AND METHOD FOR USING THEM
ES2907325T3 (es) 2017-09-28 2022-04-22 Zynerba Pharmaceuticals Inc Tratamiento de síndrome del cromosoma X frágil y autismo con cannabidiol
CA3089994A1 (en) 2018-01-31 2019-08-08 Canopy Holdings, LLC Hemp powder
EP4069215A4 (en) 2019-12-06 2024-01-17 Jlabs Beauty LLC TOPICAL COMPOSITIONS CONTAINING ROSE OIL AND CANNABIDIOL AND METHODS OF PREPARING AND USING THE SAME
GB202002754D0 (en) 2020-02-27 2020-04-15 Gw Res Ltd Methods of treating tuberous sclerosis complex with cannabidiol and everolimus
EP4153306A4 (en) 2020-05-22 2024-06-26 Ilera Derm LLC COMPOSITIONS FOR TREATING ACNE AND DERMATOLOGICAL DISEASES

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101815697A (zh) * 2007-07-30 2010-08-25 奥特兰兹公司 大麻二酚前药、包括大麻二酚前药的组合物及其使用方法
WO2011006099A1 (en) * 2009-07-10 2011-01-13 Northeastern University Angiogenic resorcinol derivatives
WO2012011112A1 (en) * 2010-07-22 2012-01-26 Yissum Research Development Company Of The Hebrew University Of Jerusalem, Ltd. Non psychoactive cannabinoids and uses thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6566560B2 (en) 1999-03-22 2003-05-20 Immugen Pharmaceuticals, Inc. Resorcinolic compounds
SI2473475T1 (sl) 2009-08-31 2017-10-30 Zynerba Pharmaceuticals, Inc. Uporaba kanabidiolnih predzdravil pri topičnem in transdermalnem dajanju z mikroiglami
WO2014108899A1 (en) 2013-01-08 2014-07-17 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Fluorinated cbd compounds, compositions and uses thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101815697A (zh) * 2007-07-30 2010-08-25 奥特兰兹公司 大麻二酚前药、包括大麻二酚前药的组合物及其使用方法
WO2011006099A1 (en) * 2009-07-10 2011-01-13 Northeastern University Angiogenic resorcinol derivatives
WO2012011112A1 (en) * 2010-07-22 2012-01-26 Yissum Research Development Company Of The Hebrew University Of Jerusalem, Ltd. Non psychoactive cannabinoids and uses thereof

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Fluorine in Medicinal Chemistry;Hans-Joachim Bohm et al.,;《ChemBioChem》;20040503;第5卷(第5期);第637-643页 *
Synopsis of Some Recent Tactical Application of Bioisosteres in Drug Design;Nicholas A. Meanwell;《Journal of Medicinal Chemistry》;20110317;第54卷(第8期);第2529-2591页 *

Also Published As

Publication number Publication date
CA2935899A1 (en) 2014-07-17
MX2015008766A (es) 2016-03-07
CA2935899C (en) 2021-08-31
JP2016505614A (ja) 2016-02-25
US10441553B2 (en) 2019-10-15
EP2943463A1 (en) 2015-11-18
AU2014206036A1 (en) 2015-08-13
US20170326078A1 (en) 2017-11-16
AU2018200570B2 (en) 2019-09-26
JP2018065794A (ja) 2018-04-26
AU2014206036B2 (en) 2017-11-02
HK1214586A1 (zh) 2016-07-29
AU2018200570A1 (en) 2018-02-15
ES2894836T3 (es) 2022-02-16
US9782360B2 (en) 2017-10-10
US20150344403A1 (en) 2015-12-03
JP2019073547A (ja) 2019-05-16
AU2014206036A2 (en) 2016-06-16
US20170197904A1 (en) 2017-07-13
CN105209424A (zh) 2015-12-30
EP2943463B1 (en) 2021-07-14
JP6952727B2 (ja) 2021-10-20
JP6228230B2 (ja) 2017-11-08
WO2014108899A1 (en) 2014-07-17
US9447019B2 (en) 2016-09-20

Similar Documents

Publication Publication Date Title
CN105209424B (zh) 氟化的cbd化合物、组合物和其用途
US20190084909A1 (en) Fluorinated cbd compounds, compositions and uses thereof
KR20140008297A (ko) 도파민성 안정제로서 유용한 프리도피딘의 듀테륨화된 유사체
US8816122B2 (en) Prostratin analogs, bryostatin analogs, prodrugs, synthetic methods, and methods of use
EP1727817B1 (en) Azabicyclooctan-3-one derivatives and use thereof
CA2807776C (en) 1,5-diphenyl-penta-1,4-dien-3-one compounds
KR20230019396A (ko) 신규 벤젠 유도체 및 이의 면역억제 관련 용도
KR20150013147A (ko) 진통제
JP2011517455A (ja) Ｃ（１０）エチルエステルおよびｃ（１０）シクロプロピルエステル置換タキサン
CN114392262B (zh) 抑制神经系统退行性疾病的白桦脂酸衍生物
EP4046638A1 (en) Use of phenylquinolinones and flavonoid derivatives for treating neuropathic pain
EP3722299A1 (en) Anti-pain compound and preparation method therefor
BR112015016492B1 (pt) Compostos cbd fluorados, composições e usos
US11370743B2 (en) Prodrug derivatives of protein kinase C modulators
WO2021183791A1 (en) Wnt/cbp/catenin signaling pathway inhibitors and uses thereof

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
CB02 Change of applicant information
CB02 Change of applicant information

Address after: Israel Jerusalem

Applicant after: Yissum Research Development Company of the Hebrew University of Jerusalem Ltd.

Applicant after: Universidade de Sao Paulo-Usp

Applicant after: Federal University of South Great River State

Address before: Israel Jerusalem

Applicant before: Yissum Research Development Company of the Hebrew University of Jerusalem Ltd.

Applicant before: Universidade de Sao Paulo-Usp

Applicant before: The south federal university of large eyot

GR01 Patent grant
GR01 Patent grant